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Skowhegan Holiday Rentals

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Our top choices for Skowhegan holiday rentals

1. Minimal & Cozy Victorian Private Room in Downtown Skowhegan

Minimal & Cozy Victorian Private Room in Downtown Skowhegan
Skowhegan
The price is NZ$573
includes taxes & fees
2 Oct - 3 Oct
Minimal & Cozy Victorian Private Room in Downtown Skowhegan

2. Fabulous 3-bedroom RV with direct access to the Sebasticook River!

Fabulous 3-bedroom RV with direct access to the Sebasticook River!
Benton
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful camper and property! We loved it!"
United States
Tracy D.
The price is NZ$240
includes taxes & fees
7 Sept - 8 Sept
Fabulous 3-bedroom RV with direct access to the Sebasticook River!

3. Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine
Madison
9.4 out of 10, Exceptional, (8 reviews)
"Excellent service and perfect for our stay. Would book again!"
United States
Scott
The price is NZ$246
includes taxes & fees
2 Sept - 3 Sept
Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine

4. Charming cabin in the birches right on the atv trail!

Charming cabin in the birches right on the atv trail!
Fairfield
8.6 out of 10, Excellent, (9 reviews)
"The Host was great, I highly recommend this spot, everything was super smooth and the cabin was beautiful. "
United States
Jason B.
The price is NZ$290
includes taxes & fees
3 Sept - 4 Sept
Charming cabin in the birches right on the atv trail!

5. Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.

Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.
Madison
10.0 out of 10, Exceptional, (45 reviews)
"Great experience"
United States
Chase D.
The price is NZ$610
includes taxes & fees
3 Sept - 4 Sept
Cabin,30 acres, privacy, Fire pit, picnic table, BBQ, trails & close to town.

6. Sister A-Frame in Woods B

Sister A-Frame in Woods B
Oakland
10.0 out of 10, Exceptional, (11 reviews)
"Great stay. Would stay here again if in the area."
United States
Amanda M.
The price is NZ$432
includes taxes & fees
15 Sept - 16 Sept
Sister A-Frame in Woods B

7. Spacious modern living in a quite neighborhood

Spacious modern living in a quite neighborhood
Madison
10.0 out of 10, Exceptional, (2 reviews)
"Mila was always available when I needed anything. Very flexible and the place was nice."
United States
Donna B.
The price is NZ$282
includes taxes & fees
2 Sept - 3 Sept
Spacious modern living in a quite neighborhood

8. Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine

Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine
Smithfield
10.0 out of 10, Exceptional, (3 reviews)
"WE were delighted in our accommodations. The apartment was lovely and very clean. Lynne was very responsive to my numerous questions. The location was centralized to hiking and biking trails and a quick jaunt to Augusta for the triathlon. I have to say that I slept like a baby too which is not a normal occurence for me. The mattress was so very comfortable. We would not hesitate to book here again. Thank you for a lovely visit."
United States
Cheri A.
The price is NZ$258
includes taxes & fees
8 Sept - 9 Sept
Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine

9. Angel Mist Retreat Garage Apartment

Angel Mist Retreat Garage Apartment
Pittsfield
10.0 out of 10, Exceptional, (15 reviews)
"Great stay. Very comfortable, roomy, clean and good overall value."
United States
Rob K.
The price is NZ$511
includes taxes & fees
4 Sept - 5 Sept
Angel Mist Retreat Garage Apartment

10. The heart of the Belgrade Lakes

The heart of the Belgrade Lakes
Oakland
9.0 out of 10, Wonderful, (10 reviews)
"Host was very accommodating "
United States
Maureen
The price is NZ$394
includes taxes & fees
7 Sept - 8 Sept
The heart of the Belgrade Lakes

11. Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95
Pittsfield
9.8 out of 10, Exceptional, (8 reviews)
"Great host great stay"
United States
thomas v.
The price is NZ$381
includes taxes & fees
7 Sept - 8 Sept
Quiet Maine Retreat- Fast Wi-Fi - Long Stays Welcome- close to I95

12. Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!
Sidney
9.0 out of 10, Wonderful, (12 reviews)
"Great place to stay for our annual fishing weekend in the Belgrade Lakes region! "
United States
Shawn H.
The price is NZ$545
includes taxes & fees
16 Sept - 17 Sept
Private Dock on Messalonskee Lake: Cozy Cottage!

13. Dog Friendly, Steps to Lake, Golf, & Theate

Dog Friendly, Steps to Lake, Golf, & Theate
Madison
The price is NZ$732
includes taxes & fees
2 Sept - 3 Sept
Dog Friendly, Steps to Lake, Golf, & Theate

14. Blake's Cabin

Blake's Cabin
Hartland
9.6 out of 10, Exceptional, (26 reviews)
"Clean rooms and beautiful property and lake views. Host was always quick to answer questions. Would definitely stay here again. "
United States
Carmen B.
The price is NZ$603
includes taxes & fees
9 Sept - 10 Sept
Blake's Cabin

15. Charming renovated Bank building direct access for ATV/ snowmobiles

Charming renovated Bank building direct access for ATV/ snowmobiles
Bingham
9.2 out of 10, Wonderful, (25 reviews)
"We only stayed for one night, but it had everything we needed, it was very clean and comfy!!"
United States
Dan E.
The price is NZ$285
includes taxes & fees
15 Sept - 16 Sept
Charming renovated Bank building direct access for ATV/ snowmobiles

16. Minutes to Colby

Minutes to Colby
Waterville
8.8 out of 10, Excellent, (25 reviews)
"Close to our event, great communication, clean, comfortable & cozy"
United States
Shelly B.
The price is NZ$418
includes taxes & fees
15 Sept - 16 Sept
Minutes to Colby

17. Comfortable, Charming 4-Bedroom Home Near Outdoor Adventure. Pet Friendly!

Comfortable, Charming 4-Bedroom Home Near Outdoor Adventure. Pet Friendly!
Bingham
10.0 out of 10, Exceptional, (12 reviews)
"Was a very nice place, just as the pictures show, and described."
United States
Christopher T.
The price is NZ$540
includes taxes & fees
6 Sept - 7 Sept
Comfortable, Charming 4-Bedroom Home Near Outdoor Adventure. Pet Friendly!

18. Discover Oakland charm near Colby College 10 min

Discover Oakland charm near Colby College 10 min
Oakland
9.8 out of 10, Exceptional, (16 reviews)
"House very clean and convenient location for what we had going on. "
United States
Tammy W.
The price is NZ$477
includes taxes & fees
14 Sept - 15 Sept
Discover Oakland charm near Colby College 10 min

19. Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
Oakland
10.0 out of 10, Exceptional, (16 reviews)
"Kathleen was a wonderful host. My family and I found the property welcoming and relaxing. Great place to stay if you are looking for a laid back atmosphere and peaceful time in the country."
United States
Jared
The price is NZ$727
includes taxes & fees
3 Sept - 4 Sept
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes

20. Lakefront Retreat on Sebasticook Lake

Lakefront Retreat on Sebasticook Lake
Newport
8.8 out of 10, Excellent, (3 reviews)
"Beautiful cottage on the water, beautiful views and peaceful"
United States
Erin B.
The price is NZ$374
includes taxes & fees
2 Sept - 3 Sept
Lakefront Retreat on Sebasticook Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Skowhegan Hotel Reviews

Find out more about Skowhegan

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Skowhegan holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Skowhegan. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Skowhegan. Seeing all the best attractions is bound to make you fall in love with Skowhegan. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Skowhegan short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Skowhegan?

Yes, there are holiday rentals in Skowhegan close to Skowhegan State Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. Skowhegan is known for its shopping and restaurants. Make sure you have time to check out the entertainment choices and art during your trip.

What are some of the best holiday rentals that Skowhegan has to offer?

Charming renovated Bank building direct access for ATV/ snowmobiles: This holiday home rental outside of Skowhegan is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Skowhegan?

Choose from 4 Expedia holiday rentals in Skowhegan for a memorable holiday.

What’s there to see and do in Skowhegan?

Cultural attractions include Margaret Chase Smith Library, whereas Kennebec River is a spot to enjoy nature. Skowhegan State Fairgrounds and Eaton Mountain are other places to visit while you're in town.

What’s a holiday rental in Skowhegan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Skowhegan. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a small group gathering.